Florida Keys Homes for sale in the price range of $5,000,000 - $6,000,000

Welcome to one of Shark Keys most extraordinary waterfront estates--an exceptional opportunity on a rare double lot. Nearly an acre of land makes this one of the largest properties on the island, offering unparalleled space, privacy, and potential.This five-bedroom, five-bathroom residence spans 6,325 square feet with a grand, well-designed layout featuring soaring ceilings, multiple living areas, and an elevator for easy access to all levels. The expansive garage provides space for multiple vehicles and a personal workshop. A full-house generator adds peace of mind.The home blends lush tropical landscaping with a refined British Colonial aesthetic, creating an elegant coastal retreat. Outdoor highlights include a large pool, tiki hut, fire pit, outdoor kitchen, and an expansive terrace perfect for entertaining or relaxing in the ocean breeze. An observation dock allows you to take in stunning water views.Move-in ready, yet offering a rare opportunity to personalize and tap into the full potential of this exceptional property.Shark Key is a gated community just minutes from Key West, known for its privacy, prestige, and spectacular waterfront estates.

Luxury Beachfront Oasis - Your Dream Home Awaits! Step into paradise with this stunning 7-bedroom, 6- bathroom beachfront estate offering breathtaking ocean views, a private in-ground pool and an atmosphere of pure relaxation. Unparalleled Views and Tranquility. Wake up to mesmerizing sunrises from your spacious master suite with a private jacuzzi or enjoy your morning coffee from one of the expansive balconies overlooking the ocean. Designed for Comfort and Entertainment. Sprawling indoor and outdoor living spaces. Perfect for hosting unforgettable gatherings, family reunions or simply unwinding in a serene setting. A gourmet kitchen featuring double ovens, ideal for home chefs and entertainers. A majestic sun-drenched patio leading to your luxurious private pool, where relaxation meets elegance. Prime Location. Just 15 min to top rated restaurants and shopping. Only 3.5 miles to Seabird Marina, perfect for boating and water activities. This one-of-a-kind private retreat blends elegance, comfort and breathtaking scenery, making it the ultimate beachfront getaway. Dont miss this rare opportunity-schedule your showing today!

Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key Wests most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors.The current owners have meticulously restored the property using only the finest selection of materials, from river reclaimed old growth hardwood floors in living room and hallways, to stunning Blue Castle Limestone in master suite and kitchen and continued through the magnificent garden and pool to the separate guest quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mixs, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors.The master suite located on the ground level is a peaceful sanctuary with private library & den, exceptional ensuite, three sets of French doors and opens out to the magnificent saltwater pool and tropical landscaped garden. Two additional bedrooms on second floor in main house share a bath and private veranda.Separate cottage provides exceptional guest quarters and can be accessed from Roberts Lane for additional convenience. Stunning post & beam cathedral ceilings, Limestone floor, built-in bar and kitchenette and spacious living room offers excellent space for entertaining with deck and pool access.Additional features include, One off-street parking spot, equipped with Tesla charging station & new 2023 generator powered by dual propane tanks.Welcome to Key West Living at its finest.

Fabulous Investment Property with a beautiful Villa with passive income of Half Millionper year! Great opportunity to live in on property in 2-bedroom Carriage House whilemake millions with high earning vacation Villa in the Florida Keys.Solid investment property for short-term rental while living in paradise in the FloridaKeys.Smart investors will buy this destination location home in the islands to optimize youryear-round income no other location in the nation (USA) brings in this high returnincome. 10-12% return annuallyOwner will consider financing possible depending on credit score down payment andminimum down payment is 40% of asking price of $5,750,000. You can either managethis yourself or we can manage it for you for passive income!Welcome to the world of azure blue waters, tropical warm weather gently oceanbreezes and the island sun of the Florida Keys. The Florida Keys is one of the mostsought-after destinations for anyone wanting to get-away from the mainland and relax orgo fishing. Once you arrive, youll feel a laid-back Island Time atmosphere where timeseems to stand still, and everyone feels more relaxed.Great Family Reunion Large Vacation Rental has 6 bedrooms 5 bath steps away fromthe most famous of the best beaches in the Florida Keys - Sombrero Beach.Sombrero Beach is 3 blocks walking distance - where you can rent kayaks atthe beach, and you can enjoy fishing off our new dock. Great for fishermen - 85 ft. Deep Water Dock 10 min. ride through the famedSisters Creek to the open ocean, 15 min. to the 7-mile bridge, six NM toSombrero Reef.Spacious accommodations with over 6,600 sq. ft. luxury living and a 90dock DETACHED CARRIAGE HOUSE RENTS FOR 3,000 A MONTH

Isla del Sueno - Isle of dreams. Live on your own peninsula with over 700 feet of concrete dockage on deep water access straight out to the ocean. This magnificent Tavernier home is nestled on nearly an acre of land, this exquisite property offers a rare amount of waterfront situated on its own peninsula, providing privacy and great marina view. Imagine inviting all your friends to your yacht party on your peninsula. Deep-water access leading directly to the open ocean or easy bay access too --perfect for the avid boater or water enthusiast.This stunning concrete 5-bedroom 5 bath home is thoughtfully designed with:Main Level: Two ensuite bedrooms, two additional guest bedrooms, and two guest baths, offering ample space for family and guests.Guest Quarters: A separate one-bedroom, one-bathroom suite on the ground floor with direct access to the pool area, ensuring privacy and convenience.The property is an entertainers dream, featuring:Two 2-car garages and abundant parking to accommodate all your vehicles and toys.A wraparound balcony and two covered waterfront terraces to enjoy the breathtaking views, ocean breezes, and year-round shade.A pristine pool area perfect for relaxing after a day on the water.This homes location offers sweeping vistas of the water and marina, creating a serene ambiance that feels like a world of its own. Whether youre seeking tranquility, adventure, or a little of both, Isla del Sueno is the ultimate Florida Keys retreat.Dont miss the chance to live your dream--schedule your private showing today!

Exquisite Tri-Level Waterfront Estate in Islamorada!Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence boasts an open-concept floor plan with soaring ceilings, a fireplace and a grand living area.Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the swimming pool offers the ultimate relaxation.For boating enthusiasts, this property is a dream come true! Featuring 100 of deep-water concrete dockage equipped with a 20,000lb catamaran width elevator boat lift and a 5500lb set of davits you will enjoy immediate access to both the Atlantic Ocean and Florida Bay for excellent offshore and backcountry fishing. A two-car garage with a new A/C unit, plus additional covered carport parking, ensures ample space for vehicles and storage along with a beautifully paved driveway.Come experience the best of the Florida Keys lifestyle in this exceptional waterfront retreat!Updates....1. NEW 2-car Air Conditioning Split with 10-year warranty2. New Dock and Stair Brick Pavers3. New third-floor Impact Windows4. Two New third-floor Impact French Doors5. Two New third-floor electric Rolladen Hurricane Shutters6. Swimming poll resurfacing with new glass edge surround7. Dock has a 220-volt pedestal to service dock-side marine electric needs

Enjoy this OPEN WATER luxury lifestyle in the coveted area of Buccaneer Point Estates in south Key Largo. Prepare to be captivated by this 5 bedroom, 4 bath extraordinary waterfront masterpiece that combines modern elegance and over 3,900 sq. ft of living space with a tropical paradise ambiance. Nestled on the shores of the bay, this custom-designed home has been thoughtfully crafted with discerning clients in mind. This rare offering promises a lifestyle beyond compare, where every moment is infused with the allure of the Florida Keys. As you step inside, ascend the interior stairs from the grand foyer to the main living level, where cathedral ceilings and an abundance of natural light create an inviting atmosphere. Revel in the breathtaking water views framed by expansive windows and doors, seamlessly blending the beauty of the outdoors with the comfort of your luxurious sanctuary. The heart of this residence lies within the great room, where a well-appointed double island creates the perfect setting for entertaining while the expansive porch areas beckon you to soak in the tranquil vistas. Designed to accommodate a large family or gathering of friends, this home boasts two master ensuites on each level, ensuring privacy and comfort for all. In addition, three guest bedrooms with adjoining bathrooms provide ample space for everyone to unwind and recharge. For water enthusiasts, this home is a dream come true with an inviting in-ground heated pool, surrounded by a custom paved deck area and lush privacy landscaping. The deep water pier dock features a boat lift and jet ski lift. The spacious four-car garage with dual doors, a second refrigerator, an ice maker, and the potential for a bar or summer kitchen makes it a versatile space for hosting unforgettable backyard gatherings.

Luxurious Florida Keys living awaits in this stunning 5-bed, 5-bath estate with 4,822 sq. ft. of living space and a total building area of 10,791 sq. ft. The first floor has a 1,300 sq. ft. of legal enclosure included and an office on the 3rd floor that can be converted into a 6th bedroom. Designed for comfort and elegance, this home features high ceilings, 8-ft. doors, and spacious interiors.A private, fenced yard with two electric gates and an intercom system ensures security, while a heated pool and jacuzzi offer resort-style relaxation. The grand entrance is flanked by two car garages with electric doors and a covered car porch, each with a 36 keyed door. Enter through the foyer to a striking staircase or an 8-ft. elevator providing access to all levels.The main living area features 20-ft. ceilings, breathtaking bay views, and an open floor plan. A chefs kitchen boasts an original Benihana cooking station, top-tier appliances, and ample storage. This level also includes a laundry room and two guest bedrooms with a shared bath.Upstairs, the master suite offers his & hers walk-in closets, a spa-like bath, an office, and a media room with surround sound. The 2,500 sq. ft. rooftop terrace showcases 360-degree panoramic views and stunning sunsets.For boating enthusiasts, the 225-ft. private Bayfront pier includes a 25,000-lb. boat lift and additional docking space.Experience the pinnacle of luxury in this Florida Keys retreat--a rare opportunity to own paradise!

Exceptional waterfront living with amazing open water views over looking Barnes Sound. A quick jaunt to Miami yet this tropical oasis feels like youre on your own private island estate. 60 concrete dock on a protected inlet for your boats and other watercrafts . Over 4100 sq ft of living area over 3 levels in a thoughtfully laid out floor plan with elevator access, wrap around decks, plus a rooftop terrace for sunning and entertaining with jaw dropping views. 3 suite Bedrooms, Study (or 4th BR) 3.5 Baths, Exercise Room, 2 extra deep garages, an expansive screened lanai on the ground level and terraces on the 2nd & 3rd levels.

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

Private Waterfront Estate in the Florida KeysThis gated, one-acre estate offers the ultimate blend of privacy, nature, and waterfront living in the heart of the Florida Keys. Nestled among lush, mature tropical landscaping, the property feels like a secluded island retreat. As you pass through the gates, you are welcomed by a beautifully manicured paradise with a coral-cut shoreline, a firepit at the waters edge, and panoramic sunset views over the open water. Just offshore, two small uninhabited islands provide a unique opportunity for exploration.The 3-bedroom, 3-bathroom home is designed for comfort and indoor-outdoor living, with an open concept living room, kitchen, and dining area that seamlessly flows into multiple outdoor living spaces. The upper level includes two spacious bedrooms and two bathrooms, while the conforming lower level offers an additional bedroom, bath, sitting area, and a separate entrance--perfect for guests or an in-law suite. A tool/storage room on the ground floor adds to the convenience of this beautiful estate. The wraparound balcony that surrounds the entire home includes several screened-in areas, enhancing the flow of indoor-outdoor living.Updated with a new metal roof in 2024, the home features stainless steel appliances and breathtaking water views. The property boasts approximately 520 feet of shoreline and a custom dock, including an 84-foot by 4-foot dock with a 21-foot by 8-foot extension and a double floating dock for two jet skis--perfect for boating enthusiasts. Covered parking for four cars is available under the elevated home, with additional parking along the entrance way leading to a circular driveway.Set on three originally platted lots (12, 13, and 14), the property offers the flexibility to separate, redevelop, or keep as a private compound. Located just a short walk from fine dining, shopping, and more, this rare waterfront offering combines serenity, convenience, and endless possibilities.

Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which drinks in the Ocean view. Interior features abound: wood cabinetry, granite, marble, and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs level has a lovely deck that faces the Ocean, perfect to relax, enjoy the sunsets, and where you can see for miles and miles. Gated and fenced.

Enjoy endless ocean views with this ultra-sleek and modern 4,306 Sq. Ft. home. Exquisite indoor and outdoor living areas are complete with floor-to-ceiling windows and breathtaking ocean views. A gorgeous chefs kitchen has a custom island and top of the line appliances. The main suite retreat has a large, custom walk-in closet, private balcony and a generously sized bathroom with dual vanities, frameless shower and Jacuzzi. The remaining 4 bedrooms all have walk-in closets and en-suite bathrooms. With a private roof top deck ideal for entertaining and relaxing, a beautiful L-shaped pool, covered terrace, and private dock with direct ocean access, this home is Florida living at its finest. Photos included are of conceptual renderings of the home.

Welcome to the Majesty of the Meadows. This exquisite estate is truly an historic masterpiece that blends timeless charm with modern luxury in one of Key Wests most coveted neighborhoods. Nestled on a rare 11,200 sq. ft. lot, the property offers over 4,180 sq. ft. of living space, including a detached one-bedroom guest quarters, creating the ideal balance of comfort, style, and functionality.The grounds are a serene tropical oasis surrounded by meticulously designed landscape featuring mature native foliage and aromatic tropical plants, all irrigated by natural well water. At the heart of the backyard lies an expansive saltwater pool and spa with a cascading waterfall, framed by historic Key West curbstones. Ipe wood decking and a spacious patio enhance the estates natural beauty and functionality. A lighted gazebo with a built-in grill and cabinetry provides the perfect setting for outdoor dining and entertaining.Inside, the homes historic elegance is unmistakable. Soaring 14-foot coffered ceilings, intricate crown molding, and wide plank wood floors reflect masterful craftsmanship. The gourmet kitchen is a chefs dream, overlooking the pool and outdoor spaces. It features a six-burner Viking stove, dual ovens, and a 1,000-bottle wine cellar--ideal for both intimate gatherings and formal entertaining.Privacy and tranquility abound throughout the estate. The separate guest quarters offers a secluded retreat for visitors, while a luxurious steam room elevates relaxation. Every detail has been thoughtfully curated to preserve the homes historic character while enhancing modern comfort.Ideally located in a prime historic neighborhood, the estate is within walking distance of the vibrant Historic Seaport, Key West Bight Marina, the Atlantic beaches, and Duval Street. This legacy property is more than a home--its a true piece of Key Wests history in a setting that simply cannot be duplicated

Welcome to one of Shark Keys landmark estates--a custom-built, beautiful Mediterranean-inspired home. This exclusive property offers timeless architecture, open water views, and an unparalleled island lifestyle.Nestled on the northern end of Shark Key and set back from the road for privacy, this 5,300-square-foot estate sits on a 21,075-square-foot lot with breathtaking open water views. Designed for comfort and entertaining, the home features 4 bedrooms, 4.5 bathrooms, a private office, a home theater, an elevator, a full bar, and expansive balconies and elegant terraces that invite you to take in stunning sunrises and peaceful water views.Each of the bedrooms has an ensuite bathroom and private balcony, while the primary suite boasts incredible water views. The outdoor living spaces are equally impressive, featuring a pool, hot tub and ample room for entertaining and lounging. Theres also space to add an observation dock for a flats boat.Enjoy the exclusive amenities of Shark Key, including pickleball, tennis courts and a private sandy beach. Located just minutes from Key West, yet offering a private retreat, this estate is truly one of a kind.This lovingly maintained home presents an exciting opportunity to update and make it your own while preserving its classic Mediterranean charm.Dont miss this rare offering--schedule your private showing today!

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12 ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chefs dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views perfect for outdoor lounging. Two charming, detached guest houses each with full baths and one offering a living room and kitchenette allows secluded spaces for all to enjoy. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill that provides the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear ocean, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Dont miss the opportunity to be able to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent.

Step into paradise with this stunning retreat in Duck Key, Florida! This 4-bedroom, 4-bathroom haven offers an escape from the ordinary, with 72 feet of deep-water dockage, a 10,000 lb and 20,000 lb boat lift. The house is wrapped in shell stone, calacatta stone, le cornu stove, and features furniture from Restoration Hardware, marble floors, and baseboards.Florida is renowned for its incredible quality of life, with no state income tax and a consistently warm climate perfect for year-round enjoyment. Enjoy more than 230 days of sunshine each year and average temperatures ranging from the mid-70s in winter to the low 90s in summer. The state boasts a range of pristine beaches and turquoise waters that beckon for relaxation and adventure.Duck Key is not only a haven for water enthusiasts, but it also provides access to exceptional educational opportunities, with a mix of highly-rated public, private, and charter schools. Additionally, the area is known for its strong sense of community and character, contributing to a desirable and secure island lifestyle.Spend your days exploring vibrant marine life, diving into crystal-clear waters, or unwinding on pristine beaches. Nearby, discover a wealth of waterfront dining options where you can indulge in fresh seafood while soaking in breathtaking sunset views.Dont miss this opportunity to live in the second house from the entrance to Duck Key. This secure and luxurious island living opportunity is waiting for you!

Extraordinary 6,043 Sq.Ft. waterfront home with the finest quality and finishes set in a private enclave of Buttonwood Circle. This entertainers dream home offers impressive ocean views, spacious living and dining areas and a gourmet kitchen. Highlights include a gorgeous main suite with a spacious balcony offering spectacular views and luxurious bath to be equipped with spa tub, separate shower and custom walk-in closet. Enjoy the desirable Florida indoor-outdoor lifestyle with seamless access to landscaped grounds which will include a sparkling pool and barbeque area. Featuring four additional bedrooms with ensuite bathrooms and a roof top deck ideal for entertaining, this will be a true retreat! Photos included are of renderings of the home.

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

THE BEACH HOUSE ON SUNSET ROAD! Enjoy both sunrise & sunset from your own backyard in the Florida Keys! Welcome to a unique point of land on Florida Bay, offering two lots with almost an acre of land, a quarter-acre bay bottom and features over 200 feet of waterfront, a remodeled multi-story concrete home, a resort-style pool, dockage for multiple boats, and a sandy beach with sea oats creating an idyllic setting for enjoying the parade of boats and marine wildlife meandering by. The remodeled beach residence is situated on the southernmost lot, while the resort-style pool, framed by palm trees, is positioned on the northern lot. A gated entry and driveway lead guests to panoramic open water views across the pool and from the two-story, 4-bedroom, 2-bathroom home on two living levels. The main living level includes a kitchen, dining area, two guest bedrooms, and a full bathroom, plus three sets of French doors opening to an outside covered entertaining area. Interior stairs lead to the second living level with a vaulted tongue-and-groove open beam ceiling, a living/media room, side sitting parlor, third guest bedroom, primary suite, and an expansive upper deck for an even greater birds-eye view of the Bay. The waterfront area includes a concrete seawall, two concrete piers, a cut-in boat slip/basin for added protection, a large Chickee Hut with picnic table, two smaller boat ramps for launching paddleboards/kayaks, and a sandy beach with wade-in beach entry. A myriad of mature palms encircles the home and pool. At night, enjoy the lighted palms as they sway in the tropical breeze, providing the ultimate backdrop for your own personal resort. This one-of-a-kind point of land on the island of Key Largo is perfectly situated to not only enjoy the most colorful sunsets by night but also the captivating early morning sunrises. Enjoy your beachfront paradise or create your vision by constructing a larger estate - the choice is yours! Duplicate Listing, MLS #613012.